Methyl iodide → N-(2-trimethylammonioethyl)-6-methyl-4-(3-nitrophenyl)-2-phenyl-5-pyrimidinecarboxamide iodide

HRID 255727Notes

Reaction equation

HRID 255727 reaction equation
[CH3:1][N:2]([CH3:30])[CH2:3][CH2:4][NH:5][C:6]([C:8]1[C:9]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([N+:27]([O-:29])=[O:28])[CH:22]=2)=[N:10][C:11]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[N:12][C:13]=1[CH3:14])=[O:7].[CH3:31][I:32]>C(OCC)(=O)C>[I-:32].[CH3:30][N+:2]([CH3:31])([CH3:1])[CH2:3][CH2:4][NH:5][C:6]([C:8]1[C:9]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([N+:27]([O-:29])=[O:28])[CH:22]=2)=[N:10][C:11]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[N:12][C:13]=1[CH3:14])=[O:7]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 10319094N-(2-dimethylaminoethyl)-6-methyl-4-(3-nitrophenyl)-2-phenyl-5-pyrimidinecarboxamide

Product 1

HCID 20183398N-(2-trimethylammonioethyl)-6-methyl-4-(3-nitrophenyl)-2-phenyl-5-pyrimidinecarboxamide iodide

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of N-(2-dimethylaminoethyl)-6-methyl-4-(3-nitrophenyl)-2-phenyl-5-pyrimidinecarboxamide (1 g) and methyl iodide (10.46 ml) in ethyl acetate (2 ml) was stirred for 5 days at room temperature. The reaction mixture was evaporated and the residue was recrystallized from ethyl alcohol to afford N-(2-trimethylammonioethyl)-6-methyl-4-(3-nitrophenyl)-2-phenyl-5-pyrimidinecarboxamide iodide (0.95 g).

Workup

  1. customThe reaction mixture was evaporated
  2. customthe residue was recrystallized from ethyl alcohol

Sources & evidence

ORD record
ord-5145226ba38e43da8288f99e534ed148
Source dataset
uspto-grants-1987_10
Patent number
US04698340

Reaction notes

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